Bicyclo [3.3.1] Nonanes as Synthetic Intermediates. X.¹ A Facile Synthetic Route to 7-Hydroxytricyclo[4.3.1.0^3,7] Decan-2-one (7-Hydroxyisotwistan-2-One)

References

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• 1H (200 MHz) and 13C (50.1 MHz) NMR spectra were taken in CDCl3 with a JEOL JNM-FX 200 spectrometer with TMS as an internal standard. IR spectra were taken with a Hitachi 260–30 grating spectrometer. Mass spectra (MS) were taken on a Hitachi M-70 mass spectrometer. High resolution MS were taken with either a JEOL JMS-D 30015 or a JEOL JMS-HX 100 mass spectrometer. All the organic extracts were dried over anhydrous magnesium sulfate prior to evaporation
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• Known hydroxyprotoadamantanones or hydroxyisotwistanones or the corresponding diols usually melt above 200°C. The reported4,5 melting point for 1 is extraordinarily low
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• The authors are grateful to Professor Isao Kitagawa (Faculty of Pharmaceutical Sciences, Osaka University) for his help in the high-resolution mass spectroscopic measurement
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